A Convenient Synthesis of Fluorinated Pyrazolo{[}3,4-b]pyridine and Pyrazolo{[}3,4-d]pyrimidine Nucleosides / Iaroshenko Viktor O.,Sevenard Dmitri V.,Kotljarov Anton,Volochnyuk Dmitriy M.,Tolmachev Andrei O.,Sosnovskikh Vyacheslav Ya. // SYNTHESIS-STUTTGART. - 2009. - V. , l. 5. - P. 731-740.

ISSN/EISSN:

0039-7881 / нет данных

Type:

Article

Abstract:

Starting from 5-amino-1-(2,3-O-isopropylidene-beta-D-ribofuranosyl)-1H-pyrazole, fluorine-containing 1,3-CCC-, 1,3-CNC-dielectrophiles and 2,4,6-tris(trifluoromethyl)-1,3,5-triazine, a set of fluorinated pyrazolo{[}3,4-b]pyridine and pyrazolo{[}3,4-d]pyrimidine nucleosides was obtained. Synthetic access to stable 4-(polyfluoroalkyl)-4,7-dihydro-1H-pyrazolo{[}3,4-b]pyridin-4-ole was elaborated, which can be considered to be mimetics of the putative transition state involved in adenosine deaminase activity.

Author keywords:

pyrazole; pyridine; pyrimidine; fluorine; annulation; electrophilic aromatic substitution DIELS-ALDER REACTIONS; ADENOSINE-DEAMINASE ACTIVITY; EFFICIENT SYNTHESIS; INHIBITORS; LYMPHOCYTES; DEFICIENCY; ISOENZYMES; PYRIDINES; PURINES; ANALOGS

DOI:

10.1055/s-0028-1083365

Web of Science ID:

ISI:000264245600006

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	MAR 2
Publisher	GEORG THIEME VERLAG KG
Address	RUDIGERSTR 14, D-70469 STUTTGART, GERMANY
Language	English
Keywords-Plus	DIELS-ALDER REACTIONS; ADENOSINE-DEAMINASE ACTIVITY; EFFICIENT SYNTHESIS; INHIBITORS; LYMPHOCYTES; DEFICIENCY; ISOENZYMES; PYRIDINES; PURINES; ANALOGS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	yaroshenko@enamine.net
Number-of-Cited-References	38
Usage-Count-Since-2013	11
Journal-ISO	Synthesis
Doc-Delivery-Number	419UQ